I feel a little bad for them if it is their first time giving a significant amount of money to a female; perhaps they never learned or never had the opportunity to learn about the perils of giving money to chicks as a sexual strategy (they only had male siblings, went to a boys school, saw their father endlessly giving their mother money but not being able to put the concept of 'betabuxx' into words & thinking that they would be wrong for having a problem with it, etc.)
If they do it over and over again, and never seem to learn from it, then I do not feel as bad for them, I just think they're stupid UNLESS it has worked for them on a single occasion or a handful of occasions, then I can kind of understand
It's not like prostitution/escorts are a huge secret, if they were smart and knew what they wanted (sex) they would just take their money and go to see an escort. Obviously if you want a Stacy escorts you will have to pay a lot more than usual but you would have just given that money to a Stacy anyway without the guarantee of getting anything in return